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Merck
모든 사진(3)

문서

923133

Sigma-Aldrich

Levoglucosenone

greener alternative

≥95%

동의어(들):

(-)-Levoglucosenone, LGO, (1S,5R)-6,8-dioxabicyclo[3.2.1]oct-2-en-4-one, 1,6-anhydro-3,4-dideoxyhex-3-enopyran-2-ulose, 6,8-Dioxabicyclo[3.2.1]oct-2-en-4-one

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About This Item

실험식(Hill 표기법):
C6H6O3
CAS Number:
Molecular Weight:
126.11
MDL number:
UNSPSC 코드:
12352201
NACRES:
NA.22

Quality Level

분석

≥95%

형태

liquid

환경친화적 대안 제품 특성

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n/D 1.50625

density

1.32 g/mL

환경친화적 대안 카테고리

저장 온도

2-8°C

SMILES string

[H][C@]1(C=CC2=O)CO[C@]2([H])O1

InChI

1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1

InChI key

HITOXZPZGPXYHY-UJURSFKZSA-N

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일반 설명

We are committed to bringing you greener alternative products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is biorenewable and thus aligns with ″Safer Solvents and Auxiliaries″ and ″Use of Renewable Feedstocks″. Click here for more information.
Levoglucosenone undergoes Michael-addition reaction with diethyl malonate, ethyl cyanoacetate, 2-nitropropane and 2-methylcyclohexanone in the presence of various catalysts to afford 4-substituted levoglucosenone derivatives having the D-erythro configuration.

애플리케이션

Levoglucosenone may be used in the synthesis of the following:
  • Various deoxy, keto and branched-chain sugars
  • 4-thio and 4-substituted sugar derivatives
  • Natural stereoisomer of serricornin

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

Jonas Kühlborn et al.
Natural product reports, 37(3), 380-424 (2019-10-19)
Covering: up to mid-2019 This review highlights the utilization of biomass-derived building blocks in the total synthesis of natural products. An overview over several renewable feedstock classes, namely wood/lignin, cellulose, chitin and chitosan, fats and oils, as well as terpenes
Levoglucosenone and Its New Applications: Valorization of Cellulose Residues.
Comba M B, et al.
European Journal of Organic Chemistry, 590-604 (2018)
Recent Applications of Levoglucosenone as Chiral Synthon.
Sarotti A M, et al.
Current Organic Synthesis, 9(4), 439-459 (2012)

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